Hydrochloric Acid → 1-benzyl-5-(1-hydroxy-4,4-diphenylbutyl)-1H-imidazole

HRID 1935746Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1935746
[Mg].Br[CH2:3][CH2:4][CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:18]([N:25]1[C:29]([CH:30]=[O:31])=[CH:28][N:27]=[CH:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>O1CCCC1>[CH2:18]([N:25]1[C:29]([CH:30]([OH:31])[CH2:3][CH2:4][CH:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:28][N:27]=[CH:26]1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 883331,1'-(3-Bromopropylidene)bisbenzeneHCID 27732391-Benzyl-1H-imidazole-5-carboxaldehydeHCID 5462224Magnesium

Produkt 1

HCID 148222901-benzyl-5-(1-hydroxy-4,4-diphenylbutyl)-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

Magnesium turnings (0.5 g) were covered with dry tetrahydrofuran (4 ml). 1-Bromo-3,3-diphenylpropane (5.6 g) in 20 ml of dry tetrahydrofuran was added dropwise. The mixture was stirred at reflux for one hour. After being cooled to room temperature, 3-benzyl-3H-imidazole-4-carbaldehyde (3.8 g) in 20 ml of dry tetrahydrofuran was added dropwise to the Grignard reagent and the mixture was refluxed for two hours. The cooled reaction mixture was poured into a cold diluted hydrochloric acid solution. Work-up of the mixture gave the crude product, which was converted to its hydrochloride salt in ethyl acetate using dry hydrochloric acid.

Aufarbeitung

  1. temperatureat reflux for one hour
  2. temperaturethe mixture was refluxed for two hours
  3. customThe cooled reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-1c2aeb91747747ec9fcb52c39d5ff6e5
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06388090B2

Notizen zur Reaktion

Wird geladen…